Southwest Florida Adventure Vacations
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Flight and Adventure hotel deals in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hilton Marco Island Beach Resort and Spa
South End
Price was CA $1,347, price is now CA $972 per person
CA $972
per person
Jul 6 - Jul 10
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
Our room at the Hilton was beautiful and clean The staff very friendly and helpful
Reviewed on May 5, 2026
Naples Beach Club, A Four Seasons Resort
Coquina Sands
Price was CA $3,040, price is now CA $2,434 per person
CA $2,434
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
Pink Shell Beach Resort and Marina
Price was CA $1,195, price is now CA $1,003 per person
CA $1,003
per person
Jul 6 - Jul 10
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,332 reviews)
The property was very nice/clean. Not to mention the special air filtration systems in the rooms which is great for anyone with allergies. We felt some of the restaurant options were a little pricey and just ordered take out from the Italian restaurant. The drinks/bar by the adult pool are expensive and then they charge you a resort fee. Didn't we pay enough for the room per night? For two Long Island Ice Teas with gratuity was about $45!! Bring your own beverages and put it in a travel cup to save you money.
Reviewed on May 4, 2026
The Westin Cape Coral Resort At Marina Village
Pelican
Price was CA $1,331, price is now CA $1,120 per person
CA $1,120
per person
Jul 10 - Jul 17
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,006 reviews)
We have stayed here many times. The staff is great and property is beautiful.
Reviewed on Apr 29, 2026
Sundial Beach Resort & Spa
Mid Island
Price was CA $1,559, price is now CA $1,333 per person
CA $1,333
per person
Jul 19 - Jul 22
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,627 reviews)
This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ice cream. The on-site restaurants are excellent, but also close enough to check out the local cuisine off property.
Reviewed on Apr 30, 2026
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View all trips5* Adventure holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa
Mid Island
Price was CA $1,559, price is now CA $1,333 per person
CA $1,333
per person
Jul 19 - Jul 22
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,627 reviews)
This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ice cream. The on-site restaurants are excellent, but also close enough to check out the local cuisine off property.
Reviewed on Apr 30, 2026
Naples Beach Club, A Four Seasons Resort
Coquina Sands
Price was CA $3,040, price is now CA $2,434 per person
CA $2,434
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
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View all trips3 Night Adventure holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hilton Marco Island Beach Resort and Spa
South End
Price was CA $1,179, price is now CA $856 per person
CA $856
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
Our room at the Hilton was beautiful and clean The staff very friendly and helpful
Reviewed on May 5, 2026
Sundial Beach Resort & Spa
Mid Island
Price was CA $1,559, price is now CA $1,333 per person
CA $1,333
per person
Jul 19 - Jul 22
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,627 reviews)
This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ice cream. The on-site restaurants are excellent, but also close enough to check out the local cuisine off property.
Reviewed on Apr 30, 2026
Naples Beach Club, A Four Seasons Resort
Coquina Sands
Price was CA $2,584, price is now CA $2,209 per person
CA $2,209
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
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View all trips4 Night Adventure holidays in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Sarasota/Bradenton-Airport, FL
Price was CA $808, price is now CA $624 per person
CA $624
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (1,001 reviews)
The breakfast good
Airport shuttle includes
Reviewed on Apr 12, 2026
Hilton Marco Island Beach Resort and Spa
South End
Price was CA $1,813, price is now CA $1,291 per person
CA $1,291
per person
Jun 16 - Jun 20
found 20 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
Our room at the Hilton was beautiful and clean The staff very friendly and helpful
Reviewed on May 5, 2026
Tropical Beach Resorts
South Village
Price was CA $1,256, price is now CA $970 per person
CA $970
per person
Jul 6 - Jul 10
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.4/10 Exceptional! (5,454 reviews)
Within walking distance to restaurants and shops great beach location the free trolley and frog hopper bus takes you everywhere else !
Reviewed on May 5, 2026
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View all tripsAdventure Hotels in Southwest Florida
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (2,641 reviews)
This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ...
Reviewed on Apr 30, 2026
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (1,341 reviews)
I had a great stay at Pink Shell. The staff and everyone was very friendly and accommodating. They are top notch. Food was great. All rooms have a beach view. I wish I had more time or I'd book a few more days. Stay at Pink Shell!!
Reviewed on May 4, 2026
Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions North Captiva Island Beach and ...
8.6/10 Excellent! (1,001 reviews)
Nice pool and private beach area. Rooms are rundown.
Reviewed on May 3, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
